bis-(E)-(((1aR,7aS,10aS,10bS)-1a-Methyl-8-methylene-9-oxo-1a,2,3,6,7,7a,8,9,10a,10b-decahydrooxireno[2',3':9,10]cyclodeca-[1,2-b]furan-5-yl)methyl)octane-1,8-diyldicarbamate

ID: ALA3634466

Chembl Id: CHEMBL3634466

PubChem CID: 121390743

Max Phase: Preclinical

Molecular Formula: C40H56N2O10

Molecular Weight: 724.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@H]2[C@H]1CC/C(COC(=O)NCCCCCCCCNC(=O)OC/C1=C/CC[C@@]3(C)O[C@H]3[C@H]3OC(=O)C(=C)[C@@H]3CC1)=C\CC[C@@]1(C)O[C@@H]21

Standard InChI:  InChI=1S/C40H56N2O10/c1-25-29-17-15-27(13-11-19-39(3)33(51-39)31(29)49-35(25)43)23-47-37(45)41-21-9-7-5-6-8-10-22-42-38(46)48-24-28-14-12-20-40(4)34(52-40)32-30(18-16-28)26(2)36(44)50-32/h13-14,29-34H,1-2,5-12,15-24H2,3-4H3,(H,41,45)(H,42,46)/b27-13+,28-14+/t29-,30-,31-,32-,33-,34-,39+,40+/m0/s1

Standard InChI Key:  PBCYNJBBMUYAIG-JNMFGIBUSA-N

Alternative Forms

1. Parent:

   

   ALA3634466

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 724.89

Molecular Weight (Monoisotopic): 724.3935

AlogP: 6.29

#Rotatable Bonds: 13

Polar Surface Area: 154.32

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa:

CX Basic pKa:

CX LogP: 6.43

CX LogD: 6.43

Aromatic Rings: 0

Heavy Atoms: 52

QED Weighted: 0.06

Np Likeness Score: 1.18

References

1. Janganati V, Ponder J, Jordan CT, Borrelli MJ, Penthala NR, Crooks PA..  (2015)  Dimers of Melampomagnolide B Exhibit Potent Anticancer Activity against Hematological and Solid Tumor Cells.,  58  (22): [PMID:26540463] [10.1021/acs.jmedchem.5b01187]

Source

Source(1):

• Scientific Literature